House Sitting In Upper East Side Milwaukee

“We were so happy with Jamie's house sitting, we would ask her to stay with our dogs again in a heartbeat. We have two large (50+lb) dogs - one is very anxious, and the other is standoffish with new people, so I had been hesitant to bring an unknown person in to watch them while we were out of town. Jamie seemed to win them over with ease. During our meet & greet, my anxious dog was climbing up on her and demanding love by the time Jamie sat on the couch. And, partway through the week we were gone, we received a wonderful note from Jamie declaring that our standoffish dog was now accepting belly rubs (a status almost none of our relatives have reached!). Jamie was wonderful with text messages and pictures, and great about reaching out if she had any questions. But the proof is in the pudding - we came home to two amazingly happy, calm dogs, who had spent the week we were gone getting love and peanut butter from a fantastic dog sitter!”

Erin G.

“We were very happy with the communication and attention to detail while watching bella. Not only did she take great care of our dog but also our house 🧡 we would definitely recommend her and use her in the future”

Amy G.

“Ashley was GREAT! I had a last minute trip pop up this weekend and she immediately responded to help me out. She even dropped what she was doing to come meet her that night! She was super responsive while I was away, and Brooklyn is worn out tonight- which I know is because she had so much fun! Thanks again, Ashley!”

Graham B.

“Did a great job managing our house full of animals while we were away for two weeks. We came home to happy healthy animals, and I could tell they'd been well-cared for!”

Nikki C.

“Carole and Shannon are fantastic house and pet sitters! My A/C unit began leaking while I was gone and Carole was flexible and helpful with accommodating a repair person on several days. My plants are happy, my Great Dane is thrilled, and I'm so glad they were available!”

Marjory C.

“Joann and Becky stayed with our dog and cat for almost a week a d they were terrific! They sent lots of updates and pics, and I could see my pets were comfortable, happy and well cared for. I will book with them again in the future. Highly recommend!”

Sarah O.

“Melissa is genuinely amazing. From the meet and greet to the moment we returned home, I’m so grateful and impressed by her. She kept our boys active and happy (and handled our big puppy so well!) Melissa communicated so well, and we returned to the house just as we left it. Highly recommend Melissa. She really cares about the dogs and making you feel comfortable while you’re away.”

Claire L.

“Adrinne was incredible! She took great care of our dog, Rita, taking her on my walks, to dog-friendly coffee shops, and many snuggles. She sent photos and updates every day. We would highly recommend her and look forward to having her back!”

Jessi W.

“Our family had recently experienced a loss of our other pet. It was a tough time for travel but Jessica supported our other pet while we were away. She kept us informed and made the world of difference being away during such a difficult time.”

Carlie V.

“Maiah is great and my dogs love her! Rebooking her again!”

Matthew P.

“I loved Alyssa's help taking care of my dog ​​Tango. She did everything I asked her to do. She was very responsible and my dog ​​Tango loved her. During my trip, she sent me photos of Tango's walks with her in the park. 100% recommended.”

Paulo A.

“I couldn’t have picked a better place to leave my dog. I needed a last minute dog sitter and luckily for me Camila was available. When we arrived we were welcomed by Camila and her mom and my dog rushed over happily. Their home is lovely and my dog loved the backyard. Camila makes sure to send updates and pics so I knew my dog was having a great time. I can’t thank Camila and her mom enough for helping us short notice and giving my dog a wonderful stay. I would highly recommend them to anyone!”

Lynne K.

“Carrianne did a wonderful job caring for my dog when I went out of town for a weekend. Penny takes some time to warm up to people and Carrianne was very patient and understanding throughout that process. She followed the care instructions I left and sent daily updates with important information (e.g., walks, eating habits, general behavior) with photos. She also stayed overnight in my apartment and left everything really tidy. I couldn't be happier with the care Penny received and will definitely rebook for future travel plans!”

Angela M.

About: I LOVE DOGS. Their lives are short, and I want to help them enjoy those years with comfort, care, and fun. I have had a dog companion in my life since I was five years old. I especially enjoy caring for high-energy dogs who need regular exercise—I’m always up for long walks, playtime, or outdoor adventures. I also have experience with senior dogs, and I understand the importance of patience, gentle handling, and keeping routines consistent. I’ve successfully trained dogs to potty outside, sit on command, and even walk off-leash. Whether your pup is young and active or older and needs a slower pace, I’ll make sure they’re well cared for while you’re away. I function better with a dog at my side. Dogs help me start my day with purpose—there’s nothing like a good morning walk to get us both moving and ready for breakfast and whatever the day brings. I love building routines that keep dogs active, happy, and well cared for. I work remotely, so my schedule is very flexible and allows me to be fully present for pet care throughout the day. With cats, I understand how much they value consistency. I’m attentive to their morning and evening routines—feeding, cleaning the litter box, and giving them space or affection depending on their mood. I also make time for play and interaction throughout the day, based on each cat’s personality. Communication is everything. I try to make sure I understand each animal's boundaries and needs before providing care, this includes list of allergies and medications.

“Travis was amazing with our dog Lady. Lady doesn't get along with just anybody but Travis and her hit it off right off the bat. He is professional, experienced and respectful. We loved the updates and the photos of Lady while we were away on vacation. We would hire him to watch Lady again in a heartbeat!”

Rosy R.

About: I've taken care of multiple friends' dogs for 5 years for them to enjoy trips. I have become the trusted source for them to have less stress on trips knowing their dogs got to stay home and be loved on. My job is very flexible during the day so I can come & go as I need to check in on your dog & then at night be there for snuggles and more walks. I don't prefer pets in my home as it is smaller but at your home I treat it like my own. I aim to make the place look as good, or better than I found it. I will treat your dog how you request whether that's 10 pages of notes or a few simple things. I want your dog to feel like y'all never left but got a new friend instead.

About: My family and I have owned and taken care of animal since the day I was born. I began taking care of dogs and cats about 3 years ago. I have 3 rescue dogs who I love to take to the dog park so they can run around and socialize. I’m very good with anxious dogs, as one of mine has had rough past. I am a student-athlete so I am very busy. One of my favorite things to do to decompress is to go for walks with my fur babies. I’m active and can keep up with just about any shape or size of dog. I wash my dogs about once every two weeks and clip their nails at home. I have a very busy schedule around swim practice and school but I am willing to wake up very early to walk some pets before school. Now that I am in college, I have a much more flexible schedule to work around classes and practice. I have experience with administering medication to dogs and practice safe walking behaviors (always wearing high visibility clothing, correct side of the road, dog on the inside, etc.).

“It was so nice to have Kathryn stay with Autumn while we were away. Kathryn is sweet, responsive and kind. She sent me several pictures during her time with Autumn..”

marycate r.

“My dog and cat seemed to really like Ali. She sent lots of pictures and kept me updated. I really appreciate that she was able to help me out in a pinch with a last-minute holiday booking!”

Laura B.

“Did such a great job taking care of Izzy and the house as well.”

Madeline J.